Title: Iprovalicarb
CAS Registry Number: 140923-17-7
CAS Name: [(1
S)-2-Methyl-1-[[[1-(4-methylphenyl)ethyl]amino]carbonyl]propyl]carbamic acid 1-methylethyl ester
Synonyms: isopropyl-2-methyl-1-[(1-
p-tolyethyl)carbamoyl]-(
S)-propylcarbamate;
N-(isopropyloxycarbonyl)-L-valine-4-methylphenylethylamide
Manufacturers' Codes: SZX-722
Trademarks: Melody (Bayer CropSci.)
Molecular Formula: C18H28N2O3
Molecular Weight: 320.43
Percent Composition: C 67.47%, H 8.81%, N 8.74%, O 14.98%
Literature References: Fungicide for use in food crops; commercial product is a mixture of two diastereomers (
SS,
SR). Prepn: T. Seitz
et al., DE 4026966;
eidem, US 5453531 (1992, 1995 both to Bayer). Comprehensive description: K. Stenzel
et al., Brighton Crop Prot. Conf. - Pests Dis. 2, 367 (1998). Series of articles on prepn, structure, field studies, ecological profile and metabolism:
Pflanzenschutz-Nachr. Bayer 52, 5-114 (1999). LC-MS determn: R. Brennecke
ibid. 53, 5 (2000). ELISA method for residue detection: J. K. Lee
et al., J. Agric. Food Chem. 52, 6680 (2004).
Properties: White powder, mp 163-165° (mixture), 183° (
SR), 199° (
SS). d20 1.11. Log P (octanol/water): 3.2. Vapor pressure: 7.7 ′ 10-10 hPa (20°), 2.1 ′ 10-9 hPa (25°). LD50 in rats (mg/kg): >5000 orally; >5000 dermally; in bobwhite quail (mg/kg): >2000 orally. LC50 in rats (mg/m3): >4977 by inhalation (Stenzel).
Melting point: mp 163-165° (mixture), 183° (
SR), 199° (
SS)
Log P: Log P (octanol/water): 3.2
Density: d20 1.11
Toxicity data: LD50 in rats (mg/kg): >5000 orally; >5000 dermally; in bobwhite quail (mg/kg): >2000 orally; LC50 in rats (mg/m3): >4977 by inhalation (Stenzel)
Use: Fungicide.